Practical synthesis of 5-aminolevulinic acid from N-acetylfurfurylamine

Citation
K. Suzuki et al., Practical synthesis of 5-aminolevulinic acid from N-acetylfurfurylamine, NIP KAG KAI, (3), 1999, pp. 199-202
Citations number
9
Categorie Soggetti
Chemistry
Journal title
NIPPON KAGAKU KAISHI
ISSN journal
03694577 → ACNP
Issue
3
Year of publication
1999
Pages
199 - 202
Database
ISI
SICI code
0369-4577(199903):3<199:PSO5AF>2.0.ZU;2-W
Abstract
5-Aminolevulinic Acid (ALA) is known as a selective herbicide and one of th e agricultural chemicals which promote the growth of plants. The authors st udied on the practical synthesis of ALA from N-acetylfurfurylamine (AcFA). AcFA was converted to 2-acetamidomethyl-2,5-dimethoxy-2,5-dihydrofuran by e lectrolytic or bromine-methanol oxidation. It was changed to the tetrahydro compound by catalytic reduction with Raney Ni under ordinary temperature a nd pressure. The tetrahydro compound was oxidized to N-acetyl-ALA with pota ssium permanganate in a diluted sulfuric acid solution. N-Acetyl-ALA gave A LA hydrochloride by the hydrolysis with diluted hydrochloric acid. Overall yield of ALA hydrochroride was about 42%.